By Prof. Dr. Norbert Krause
ESI Special Topics,
November 2002
Citing URL - http://www.esi-topics.com/nhp/comments/november-02-NorbertKrause.html
|
Prof. Dr. Norbert Krause
answers a few questions about this month's
new hot paper in the field of Chemistry
From
•>>November 2002
Field: Chemistry
Article Title: "Recent advances in catalytic enantioselective Michael additions"
Authors: Krause,
N;Hoffmann-Roder, A
Journal: SYNTHESIS-STUTTGART
Volume: (2) 171-196 FEB 2001
Page:
Year: FEB 2001
* Univ Dortmund, D-44221 Dortmund, Germany.
* Univ Dortmund, D-44221 Dortmund, Germany.
|
Why
do you think your paper is highly cited?
The paper is the most recent and comprehensive
review on enantioselective Michael addition reactions carried out
with catalytic amounts of both a transition metal and a chiral
ligand. The method is used by many research groups for the
stereoselective synthesis of chiral target molecules, in particular
natural products and pharmaceutically active compounds. The unique
feature of our review is that it covers all important transition
metals (copper, nickel, rhodium, lanthanides, etc.) and even pure
"organocatalytic"
(metal-free) reactions, so that it appeals to many more researchers
than other reviews which are specialized to only one metal.
Does
it describe a new discovery or new methodology that’s useful to
others?
This field is very "hot" right now, and
new chiral ligands and procedures for catalytic enantioselective
Michael additions appear almost every week. Since the
publication of our review, I have collected over 100 new papers in
the field! The most important advantage of the method (from my point
of view) is that it can be used reliably for the synthesis of new,
previously unknown products—even by "outsiders" who do
not have any knowledge of the subtleties of the catalytic systems.
Just a few years ago, a tedious screening of ligands and reaction
conditions had to be carried out for every new substrate.
What
were some of the circumstances that led you to do this research?
We are specialists in the use of organocopper
compounds in organic synthesis, and have recently begun to use
copper-catalyzed enantioselective Michael additions.
Consequently, we know the literature concerning copper as catalyst
metal rather well, and it was fascinating to learn how many
interesting methods have recently been developed by using other
transition metals. We will now also start to use also
rhodium-catalyzed enantioselective Michael additions in our own
research.
Could
you summarize the significance of your paper in layman’s terms?
Many highly active drugs exist in two forms:
object and mirror image. Usually, the human organism interacts
differently with these two forms ("enantiomers"); one has
the desired pharmacological activity, whereas the other is inactive
or even harmful. A nice comparison is the human hand: a right glove
does only fit to the right hand, not to the left. For this reason,
it is very important to develop methods that allow for the synthesis
of one enantiomer of these target molecules only ("enantioselective
reaction"). The "Michael reaction" (named after the
American chemist Arthur Michael) can be used towards this
purpose, but only when being carried out in the presence of a
transition metal (for example copper) and another molecule (chiral
ligand). For economical and environmental reasons, it is highly
desirable to use only very small amounts of these auxiliaries; such
reactions are called "catalytic". Thus, the catalytic
enantioselective Michael addition is ideal for the
synthesis of drugs and other important target molecules.
Prof. Dr. Norbert Krause
Dortmund University, Organic Chemistry II,
D-44221 Dortmund, Germany
|
ESI Special Topics,
November 2002
Citing URL - http://www.esi-topics.com/nhp/comments/november-02-NorbertKrause.html
|
|
|